Square Payments vs Thimble: which one fits your business?

Side-by-side comparison of Square Payments and Thimble — fees, features, ease, support, and which one fits your business. Scored on the same rubric.

Short answer: Thimble wins on our scorecard (8/10 vs 7.3/10).

Scored onSquare PaymentsThimble
Right fit for small biz87
Ease of use79
Fees & pricing78
Customer support66
Features89
Standard In-Person Rate2.6% + 10¢
Keyed-in / Online Rate2.9% + 30¢
Monthly Subscription$0 (Basic)
Instant Transfer Fee1.75% per transfer
Hourly CoverageStarting at approx. $5/hour
Additional Insureds$0
Policy Cancellation$0

Square Payments in one paragraph

Square is the gold standard for startups and small retailers who value simplicity over the absolute lowest possible processing rate.

Skip it if: Do not use Square if you sell high-ticket items over $5,000, as their fraud bots are aggressive with fund holds.

Read the full Square Payments review

Thimble in one paragraph

A revolutionary cash-flow tool for solo contractors and seasonal businesses that need 'just-in-time' insurance coverage.

Skip it if: You have a full-time staff of 10+ and operate year-round, as traditional annual policies will likely be cheaper.

Read the full Thimble review

Frequently asked questions

Which is better, Square Payments or Thimble?

On our five-axis scorecard, Thimble scores higher (8/10 vs 7.3/10). A revolutionary cash-flow tool for solo contractors and seasonal businesses that need 'just-in-time' insurance coverage.

Who should skip Square Payments?

Do not use Square if you sell high-ticket items over $5,000, as their fraud bots are aggressive with fund holds.

Who should skip Thimble?

You have a full-time staff of 10+ and operate year-round, as traditional annual policies will likely be cheaper.

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